Glutaric Acid → N-methyl-N-(4-carboxybutyryl)-tryptamine

HRID 903595

Reaktionsgleichung

Reaktionsgleichung von HRID 903595
[C:1]([OH:9])(=[O:8])[CH2:2][CH2:3][CH2:4][C:5]([OH:7])=O.[CH3:10][NH:11][CH2:12][CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1>>[CH3:10][N:11]([C:5](=[O:7])[CH2:4][CH2:3][CH2:2][C:1]([OH:9])=[O:8])[CH2:12][CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1

Komponenten

3

Edukt 2

HCID 743Glutaric AcidHCID 6088Methyltryptamine

Produkt 1

HCID 23336462N-methyl-N-(4-carboxybutyryl)-tryptamineAusbeute 75 %

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

6.6 g of glutaric acid were added to 8.70 g of N-methyl-tryptamine (i.e., 3-(2-methylaminoethyl)-indole), and the mixture was heated at 150° C. under reduced pressure for 2 hours. After the reaction was completed, the product was recrystallized from a mixture of ethyl acetate and n-hexane. 10.8 g of N-methyl-N-(4-carboxybutyryl)-tryptamine (i.e., 3-[2-(N-methyl-4-carboxybutanamido)ethyl]-indole) were thereby obtained. M.p. 125°-126° C. Yield: 75.0%

Aufarbeitung

  1. customthe product was recrystallized from a mixture of ethyl acetate and n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-ddfd82643c5d4248865fa931796885bb
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04228168

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